EP0635258B1 - Cosmetic compositions with improved fixing power - Google Patents
Cosmetic compositions with improved fixing power Download PDFInfo
- Publication number
- EP0635258B1 EP0635258B1 EP94401647A EP94401647A EP0635258B1 EP 0635258 B1 EP0635258 B1 EP 0635258B1 EP 94401647 A EP94401647 A EP 94401647A EP 94401647 A EP94401647 A EP 94401647A EP 0635258 B1 EP0635258 B1 EP 0635258B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radical
- use according
- copolymer
- weight
- anionic polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 239000002537 cosmetic Substances 0.000 title claims abstract description 9
- 229920001400 block copolymer Polymers 0.000 claims abstract description 30
- 229920006318 anionic polymer Polymers 0.000 claims abstract description 27
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 230000002708 enhancing effect Effects 0.000 claims abstract 2
- -1 polysiloxane Polymers 0.000 claims description 39
- 229920001577 copolymer Polymers 0.000 claims description 38
- 150000003254 radicals Chemical class 0.000 claims description 34
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 17
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 12
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical group C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 11
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 10
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims description 9
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- 229920001296 polysiloxane Polymers 0.000 claims description 5
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 229920005610 lignin Polymers 0.000 claims description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 229920001897 terpolymer Polymers 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- 125000005023 xylyl group Chemical group 0.000 claims description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 claims 1
- 229940117841 methacrylic acid copolymer Drugs 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 18
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- 239000001294 propane Substances 0.000 description 9
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 8
- 239000000443 aerosol Substances 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 8
- 239000000470 constituent Substances 0.000 description 8
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 7
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 6
- 239000006260 foam Substances 0.000 description 6
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
- 239000004922 lacquer Substances 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- 150000003460 sulfonic acids Chemical class 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 5
- 239000006210 lotion Substances 0.000 description 5
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical group CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 5
- WQVIQZHCUYDOHE-UHFFFAOYSA-N 2,3-dimethyl-N-oxohept-2-enamide Chemical compound CC(=C(C(=O)N=O)C)CCCC WQVIQZHCUYDOHE-UHFFFAOYSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- 239000011149 active material Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 150000003926 acrylamides Chemical class 0.000 description 3
- 230000001143 conditioned effect Effects 0.000 description 3
- ZBVWCAOHSBLHRP-UHFFFAOYSA-N ethenyl 2-tert-butylbenzoate Chemical compound CC(C)(C)C1=CC=CC=C1C(=O)OC=C ZBVWCAOHSBLHRP-UHFFFAOYSA-N 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000001282 iso-butane Substances 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
- 239000002952 polymeric resin Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 229940005642 polystyrene sulfonic acid Drugs 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- XNQDKIWPZVPVQD-UHFFFAOYSA-N 2-(2-methylprop-2-enoylamino)ethanesulfonic acid Chemical compound CC(=C)C(=O)NCCS(O)(=O)=O XNQDKIWPZVPVQD-UHFFFAOYSA-N 0.000 description 1
- UVDYBBRVDUKNFV-UHFFFAOYSA-N 2-(prop-2-enoylamino)ethanesulfonic acid Chemical compound OS(=O)(=O)CCNC(=O)C=C UVDYBBRVDUKNFV-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 229940090012 bentyl Drugs 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000003745 detangling effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- OVHHHVAVHBHXAK-UHFFFAOYSA-N n,n-diethylprop-2-enamide Chemical compound CCN(CC)C(=O)C=C OVHHHVAVHBHXAK-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5424—Polymers characterized by specific structures/properties characterized by the charge anionic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
Definitions
- the present invention relates to the improvement of the power fixing cosmetic compositions for maintaining the hairstyle containing a anionic polymer.
- compositions will be understood cosmetics for maintaining the hairstyle any composition intended to temporarily fix the shape of the hairstyle such as lacquers, styling compositions, foams, gels and styling sprays.
- lacquers styling compositions, foams, gels and styling sprays.
- styling compositions foams, gels and styling sprays.
- silicone derivatives in combination with polymer resins is widely known in the preparation of cosmetic compositions for maintaining the hairstyle. It has been found that these silicone derivatives improve clearly the disentangling, softness and shine properties of the hair treated using these compositions. Conversely, they are not in favor of fixing power of the latter, provided by the polymer resin.
- copolymers can be used together with additives including high molecular weight compounds as in particular the following three polymers: anhydride copolymer maleic / methyl vinyl ether monoesterified with lower alcohol, copolymer vinyl acetate / crotonic acid and acrylic acid / ester copolymer acrylic / N-alkyl acrylamide. These three compounds are in no way distinguished in as anionic polymers providing particular properties.
- compositions for maintaining the hairstyle we surprisingly obtain compositions conferring good disentangling and shine characteristics and softness to the hair while providing improved fixing power.
- the subject of the invention is therefore the use of a linear block copolymer polysiloxane-polyoxyalkylene as a reinforcing agent for the fixing power of a composition for maintaining the hairstyle containing an anionic polymer.
- the invention also relates to a new cosmetic composition for implementation of the above process characterized in that it contains in a cosmetically acceptable support a linear block copolymer polysiloxane-polyoxyalkylene and an anionic polymer excluding polymers anionics: maleic anhydride / methyl vinyl ether copolymer monoesterified with lower alcohol, vinyl acetate / acid copolymer crotonic and acrylic acid / acrylic ester / N-alkyl acrylamide copolymer.
- the anionic polymer is chosen from the group of anionic polymers containing a sulfonic group including the salts of polystyrene sulfonic acid, the metal salts alkaline and alkaline earth sulfonic acids derived from lignin, the salts of sulfonic polyacrylamide, polymers containing units salified alkylnaphthalene sulfonic, polymers containing a unit vinyl sulfonic, copolymers resulting from the polymerization of an acid unsaturated sulfonic acid and an N-monoalkylacrylamide.
- a sulfonic group including the salts of polystyrene sulfonic acid, the metal salts alkaline and alkaline earth sulfonic acids derived from lignin, the salts of sulfonic polyacrylamide, polymers containing units salified alkylnaphthalene sulfonic, polymers containing a unit vinyl sulfonic,
- salts of polystyrene sulfonic acid that may be mentioned are the salts sodium having a molecular weight of about 500,000 and about 100,000 sold respectively under the names Flexan 500 and Flexan 130 by National Starch. These compounds are described in patent FR 2,198,719.
- alkali and alkaline earth metal salts of lignin-derived sulfonic acids, calcium or sodium lignosulfonates such as the product sold under the name Marasperse C-21 by American Can Co. and those in C 10, which may be mentioned. -C 14 sold by Avébène.
- sulfonic polyacrylamide salts examples include mentioned in US Patent 4,128,631 and more particularly the acid sulfonic polyacrylamidoethylpropane sold under the name COSMEDIA POLYMER HSP 1180 by Henkel.
- polymers comprising in their chain at at least one vinyl sulfonic unit, the polyvinyl sulfonates having a weight molecular between 1000 and 100,000 and in particular their sodium salts, potassium, calcium, ammonium and amine salts like salts of alkylamines, alkanolamines and also copolymers comprising at least vinyl sulfonic groups with one or more comonomers cosmetically acceptable such as unsaturated acids chosen from among acrylic, methacrylic acids and their esters, amides such as acrylamide or methacrylamide substituted or not, vinyl esters, ethers vinyl and vinylpyrrolidone.
- unsaturated acids chosen from among acrylic, methacrylic acids and their esters, amides such as acrylamide or methacrylamide substituted or not, vinyl esters, ethers vinyl and vinylpyrrolidone.
- unsaturated sulfonic acids of general formula (I) there may be mentioned in particular 2-acrylamido-2-methylpropane sulfonic acid, methacrylate of 2-sulfoethyl, N-acryloyltaurine and N-methacryloyltaurine.
- N-monoalkylacrylamides or methacrylamides of general formula (II) there may be mentioned in particular N-tertiobutylacrylamide, N-tertiohexylacrylamide and N-tertiooctylacrylamide.
- copolymers can also be in the form of ter- or tetra-polymers.
- acrylamides and methacrylamides of formula (IV) there may be mentioned in particular dimethyl-oxo-3-butyl-acrylamide, N, N-dimethylacrylamide and N, N-diethylacrylamide.
- dimethyl-oxo-3-butyl-acrylamide in a proportion of 3 to 25%.
- terpolymer vinyl acetate / vinyl tert-butyl benzoate / crotonic acid it is more particularly preferred to use a terpolymer vinyl acetate / vinyl tert-butyl benzoate / crotonic acid.
- the anionic polymer is a vinylpyrrolidone / (meth) acrylic acid copolymer optionally comprising other comonomers such as alkyl acrylates or methacrylates.
- the polymer anionic is an acrylic acid / N.N-dimethylacrylamide / - copolymer ethyl methacrylate / N-tert-butylacrylamide.
- anionic polymers used in the context of the present invention can be present in the final compositions either in a solubilized state either still in a dispersed state, for example in the form of latex and / or pseudolatex.
- R and R ' are more preferably chosen from the group comprising the alkyl radicals such as, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyle, dodecyle, aryl radicals like by phenyl, naphthyl, aralkyl radicals such as, for example, benzyl, phenylethyl, tolyl, xylyl and cyclohexyl radicals.
- alkyl radicals such as, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyle, dodecyle, aryl radicals like by phenyl, naphthyl, aralkyl radicals such as, for example, benzyl, phenylethyl, tolyl, xylyl and cyclohe
- Y is preferably -R "-, -R" -CO-, -R "-NHCO-, -R" -NH-CO-NH-R "'- NHCO. -R" -OCONH-R "' - NHCO -, where R "is a divalent alkylene group such as, for example, ethylene, propylene or butylene and R"'is a divalent alkylene group or a divalent arylene group such as -C 6 H 4 -, -C 6 H 4 - C 6 H 4 -, -C 6 H 4 -CH 2 -C 6 H 4 -, -C 6 H 4 -CH (CH 3 ) 2 -C 6 H 4 -.
- Y represents a divalent alkylene radical, more particularly the radical -CH 2 -CH 2 -CH 2 -.
- the preferred linear polysiloxane-polyoxyalkylene block copolymers according to the invention are chosen from those of formula: [C 4 H 8 (C n H 2n O) b -C 4 H 8 -SiMe 2 O (SiMe 2 O) a SiMe 2 ] c or Me represents methyl, n is an integer from 2 to 4, a and b are integers greater than or equal to 4, c is a number greater than or equal to 4.
- the anionic polymer is preferably used in an amount between 0.1 and 25% by weight of the total weight of the composition. Again more preferably, this amount is between 0.5 and 20%.
- linear block copolymer it is preferably used in a amount between 0.05 and 20% by weight of the total weight of the composition. Even more preferably, this amount is between 0.1 and 10%.
- compositions according to the invention can be in the form of a gel. emulsion (milk or cream), aqueous alcoholic or hydroalcoholic lotion plus or less thickened with dispersion or foam.
- lotions for the brushing lotions for the brushing, fixing compositions (lacquers) and styling.
- Lotions can be packaged in various forms, especially in sprays, pump bottles or aerosol containers to ensure an application of the composition in vaporized form or in the form of foam. Such forms of packaging are indicated, for example. when you want to get a spray, a lacquer or a foam for fixing hair.
- the cosmetically acceptable medium consists, for example, of water, a organic solvent such as for example an alcohol and mixtures thereof.
- compositions according to the invention may also contain the additives usually used in cosmetics.
- composition according to the invention when packaged in the form of an aerosol in order to obtain an aerosol lacquer or foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n-butane, propane, isobutane, pentane and mixtures thereof, optionally with at least one chlorinated and / or fluorinated hydrocarbon. as a propellant, carbon dioxide, nitrous oxide, dimethylether, nitrogen or compressed air.
- propellant can be chosen from volatile hydrocarbons such as n-butane, propane, isobutane, pentane and mixtures thereof, optionally with at least one chlorinated and / or fluorinated hydrocarbon.
- a propellant carbon dioxide, nitrous oxide, dimethylether, nitrogen or compressed air.
- the active ingredient is packaged in a pump bottle.
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Abstract
Description
La présente invention concerne l'amélioration du pouvoir fixant des compositions cosmétiques pour le maintien de la coiffure contenant un polymère anionique.The present invention relates to the improvement of the power fixing cosmetic compositions for maintaining the hairstyle containing a anionic polymer.
Dans le cadre de la présente demande on entendra par compositions cosmétiques pour le maintien de la coiffure toute composition ayant pour objet de fixer temporairement la forme de la coiffure comme par exemple les laques, les compositions de mise en plis, les mousses, les gels et sprays de coiffage. Par pouvoir fixant de la composition on désignera l'aptitude de cette dernière à donner aux cheveux une cohésion telle que la mise en forme initiale de la coiffure est conservée.In the context of the present request, the term compositions will be understood cosmetics for maintaining the hairstyle any composition intended to temporarily fix the shape of the hairstyle such as lacquers, styling compositions, foams, gels and styling sprays. Through fixing power of the composition we will designate the ability of the latter to give the hair cohesion such that the initial shaping of the hairstyle is preserved.
La mise en oeuvre de dérivés siliconés en association avec des résines polymères est largement connue dans la préparation de compositions cosmétiques pour le maintien de la coiffure. Il a été constaté que ces dérivés siliconés améliorent de façon nette les propriétés de démêlage, de douceur et de brillance des cheveux traités à l'aide de ces compositions. Inversement, ils ne sont pas favorables au pouvoir fixant de ces dernières, assuré par la résine polymère.The use of silicone derivatives in combination with polymer resins is widely known in the preparation of cosmetic compositions for maintaining the hairstyle. It has been found that these silicone derivatives improve clearly the disentangling, softness and shine properties of the hair treated using these compositions. Conversely, they are not in favor of fixing power of the latter, provided by the polymer resin.
On connait aussi dans l'art antérieur, la demande EP 492 657 A1 qui décrit la mise en oeuvre de copolymères blocs linéaires polysiloxane-polyoxyalkylène dans des compositions cosmétiques utiles pour le soin de la peau et le soin des cheveux. Selon cette demande, l'utilisation de ces copolymères seuls ou avec un agent de traitement de la peau ou des cheveux, permet d'obtenir des propriétés améliorées de brillance, de durabilité et/ou de douceur de la formulation. Ces copolymères sont décrits de façon générale comme présentant, par rapport aux composés siliconés de l'art antérieur utilisés dans ces compositions, des propriétés de même nature mais d'un degré sensiblement plus élevé.Also known in the prior art, application EP 492 657 A1 which describes the use of linear polysiloxane-polyoxyalkylene block copolymers in cosmetic compositions useful for the care of the skin and the care of hair. According to this request, the use of these copolymers alone or with a skin or hair treatment agent, provides properties improved gloss, durability and / or smoothness of the formulation. These copolymers are generally described as having, relative to prior art silicone compounds used in these compositions, properties of the same nature but of a significantly higher degree.
L'homme de l'art doit donc s'attendre à ce que les copolymères décrits dans la demande de brevet européen précitée aggrave encore la détérioration du pouvoir fixant, même si par ailleurs il s'attend à une amélioration des caractéristiques de démêlage, de brillance et de douceur. Ce point n'est pas démenti par la lecture des exemples de cette demande notamment par l'exemple 19 dont la reproduction conduit à une composition ayant un pouvoir fixant très faible incompatible avec une commercialisation de cette dernière.Those skilled in the art should therefore expect that the copolymers described in the the aforementioned European patent application further aggravates the deterioration of power fixing, even if it also expects an improvement in the characteristics detangling, shine and softness. This point is not contradicted by the reading of the examples of this request in particular by example 19 whose reproduction leads to a composition having a very low fixing power incompatible with the marketing of the latter.
Il est décrit dans ce même document que les copolymères peuvent être utilisés conjointement à des additifs dont des composés à haut poids moléculaire comme notamment les trois polymères suivants : copolymère anhydride maléique / méthyl vinyl ether monoestérifié par un alcool inférieur, copolymère acétate de vinyle / acide crotonique et copolymère acide acrylique / ester acrylique / N-alkyl acrylamide. Ces trois composés ne sont en rien distingués en tant que polymères anioniques apportant des propriétés particulières.It is described in this same document that the copolymers can be used together with additives including high molecular weight compounds as in particular the following three polymers: anhydride copolymer maleic / methyl vinyl ether monoesterified with lower alcohol, copolymer vinyl acetate / crotonic acid and acrylic acid / ester copolymer acrylic / N-alkyl acrylamide. These three compounds are in no way distinguished in as anionic polymers providing particular properties.
Il n'est de plus nulle part fait mention dans la demande européenne précitée de l'intérêt spécifique que pourraient présenter ces copolymères blocs linéaires pour obtenir des compositions de maintien de la coiffure présentant un pouvoir fixant amélioré. There is no mention anywhere in the aforementioned European application of the specific interest that these linear block copolymers could have for obtaining hairstyling compositions having power fixing improved.
La demanderesse a découvert qu'en associant les copolymères blocs polysiloxane-polyoxyalkylène linéaires aux résines polymères anioniques dans les compositions pour le maintien de la coiffure, on obtient de façon surprenante des compositions conférant de bonnes caractéristiques de démêlage, de brillance et de douceur aux cheveux tout en apportant un pouvoir fixant amélioré.The Applicant has discovered that by combining block copolymers linear polysiloxane-polyoxyalkylene to anionic polymer resins in the compositions for maintaining the hairstyle, we surprisingly obtain compositions conferring good disentangling and shine characteristics and softness to the hair while providing improved fixing power.
L'invention a donc pour objet l'utilisation d'un copolymère bloc linéaire polysiloxane-polyoxyalkylène comme agent renforçateur du pouvoir fixant d'une composition pour le maintien de la coiffure contenant un polymère anionique.The subject of the invention is therefore the use of a linear block copolymer polysiloxane-polyoxyalkylene as a reinforcing agent for the fixing power of a composition for maintaining the hairstyle containing an anionic polymer.
L'invention concerne également une nouvelle composition cosmétique pour la mise en oeuvre du procédé ci-dessus caractérisée en ce qu'elle contient dans un support cosmétiquement acceptable un copolymère bloc linéaire polysiloxane-polyoxyalkylène et un polymère anionique à l'exclusion des polymères anioniques suivants : copolymère anhydride maléique / méthyl vinyl ether monoestérifié par un alcool inférieur, copolymère acétate de vinyle / acide crotonique et copolymère acide acrylique / ester acrylique / N-alkyl acrylamide.The invention also relates to a new cosmetic composition for implementation of the above process characterized in that it contains in a cosmetically acceptable support a linear block copolymer polysiloxane-polyoxyalkylene and an anionic polymer excluding polymers anionics: maleic anhydride / methyl vinyl ether copolymer monoesterified with lower alcohol, vinyl acetate / acid copolymer crotonic and acrylic acid / acrylic ester / N-alkyl acrylamide copolymer.
Selon un mode de réalisation particulier de l'invention le polymère anionique est choisi parmi le groupe des polymères anioniques à groupement sulfonique comprenant les sels de l'acide polystyrène sulfonique, les sels de métaux alcalins et alcalino terreux des acides sulfoniques dérivés de la lignine, les sels de polyacrylamide sulfoniques, les polymères contenant des motifs alkylnaphtalène sulfonique salifiés, les polymères contenant un motif vinylsulfonique, les copolymères résultant de la polymérisation d'un acide sulfonique insaturé et d'un N-monoalkylacrylamide.According to a particular embodiment of the invention, the anionic polymer is chosen from the group of anionic polymers containing a sulfonic group including the salts of polystyrene sulfonic acid, the metal salts alkaline and alkaline earth sulfonic acids derived from lignin, the salts of sulfonic polyacrylamide, polymers containing units salified alkylnaphthalene sulfonic, polymers containing a unit vinyl sulfonic, copolymers resulting from the polymerization of an acid unsaturated sulfonic acid and an N-monoalkylacrylamide.
On peut citer comme exemples de sels de l'acide polystyrène sulfonique les sels de sodium ayant un poids moléculaire d'environ 500.000 et d'environ 100.000 vendus respectivement sous les dénominations Flexan 500 et Flexan 130 par National Starch. Ces composés sont décrits dans le brevet FR 2.198.719.Examples of salts of polystyrene sulfonic acid that may be mentioned are the salts sodium having a molecular weight of about 500,000 and about 100,000 sold respectively under the names Flexan 500 and Flexan 130 by National Starch. These compounds are described in patent FR 2,198,719.
On peut citer comme exemples de sels de métaux alcalins et alcalino terreux des acides sulfoniques dérivés de la lignine, les lignosulfonates de calcium ou de sodium tels que le produit vendu sous la dénomination Marasperse C-21 par American Can Co. et ceux en C10-C14 vendus par Avébène.Examples of alkali and alkaline earth metal salts of lignin-derived sulfonic acids, calcium or sodium lignosulfonates, such as the product sold under the name Marasperse C-21 by American Can Co. and those in C 10, which may be mentioned. -C 14 sold by Avébène.
On peut citer comme exemples de sels de polyacrylamide sulfoniques ceux mentionnés dans le brevet US 4.128.631 et plus particulièrement l'acide polyacrylamidoéthylpropane sulfonique vendu sous la dénomination COSMEDIA POLYMER HSP 1180 par Henkel.Examples of sulfonic polyacrylamide salts that may be mentioned include mentioned in US Patent 4,128,631 and more particularly the acid sulfonic polyacrylamidoethylpropane sold under the name COSMEDIA POLYMER HSP 1180 by Henkel.
On peut citer comme exemple de polymère contenant des motifs acide alkylnaphtalène sulfonique salifié, le sel de sodium vendu sous la dénomination Darvan n° 1 par Van der Bilt.An example of a polymer containing acid units that may be mentioned salified alkylnaphthalene sulfonic, the sodium salt sold under the name Darvan n ° 1 by Van der Bilt.
On peut citer comme exemples de polymères comportant dans leur chaíne au moins un motif vinylsulfonique, les polyvinylsulfonates ayant un poids moléculaire compris entre 1000 et 100.000 et notamment leurs sels de sodium, de potassium, de calcium, d'ammonium et les sels d'amines comme les sels d'alkylamines, d'alcanolamines ainsi que les copolymères comportant au moins des groupements vinylsulfoniques avec un ou plusieurs comonomères cosmétiquement acceptables tels que des acides insaturés choisis parmi les acides acrylique, méthacrylique et leurs esters, les amides tels que l'acrylamide ou le méthacrylamide substitués ou non, les esters vinyliques, les éthers vinyliques et la vinylpyrrolidone. Ces polymères sont décrits plus particulièrement dans les brevets français 2.238.474 et américain 2.961.431 et 4.138.477.We can cite as examples of polymers comprising in their chain at at least one vinyl sulfonic unit, the polyvinyl sulfonates having a weight molecular between 1000 and 100,000 and in particular their sodium salts, potassium, calcium, ammonium and amine salts like salts of alkylamines, alkanolamines and also copolymers comprising at least vinyl sulfonic groups with one or more comonomers cosmetically acceptable such as unsaturated acids chosen from among acrylic, methacrylic acids and their esters, amides such as acrylamide or methacrylamide substituted or not, vinyl esters, ethers vinyl and vinylpyrrolidone. These polymers are described more particularly in French patents 2,238,474 and American 2,961,431 and 4138477.
On peut citer comme exemples de copolymères résultant de la polymèrisation
d'un acide sulfonique insaturé et d'un N-monoalkylacrylamide les polymères
issus de la polymérisation d'au moins un acide sulfonique insaturé en une
proportion de 30 à 90 % en poids et ayant la formule générale suivante :
- R1 représente un atome d'hydrogène ou le radical -CH3,
- X représente -O- ou -NH-,
- Y représente une chaíne alkylène, linéaire ou ramifiée, ayant de 1 à 6
atomes de carbone, et d'au moins un N-monoalkylacrylamide ou
méthacrylamide en une proportion de 10 à 70 % en poids et ayant la formule
générale suivante :
dans laquelle :
- R2 représente un atome d'hydrogène ou le radical -CH3,
- R3 représente un radical alkyle, linéaire ou ramifié, ayant de 3 à 10 atomes de carbone,
- R 1 represents a hydrogen atom or the radical -CH 3 ,
- X represents -O- or -NH-,
- Y represents an alkylene chain, linear or branched, having from 1 to 6 carbon atoms, and at least one N-monoalkylacrylamide or methacrylamide in a proportion of 10 to 70% by weight and having the following general formula: in which :
- R 2 represents a hydrogen atom or the radical -CH 3 ,
- R 3 represents an alkyl radical, linear or branched, having 3 to 10 carbon atoms,
Parmi les acides sulfoniques insaturés de formule générale (I), on peut citer notamment l'acide acrylamido-2 méthyl-2 propane sulfonique, le méthacrylate de 2-sulfoéthyle, la N-acryloyltaurine et la N-méthacryloyltaurine.Among the unsaturated sulfonic acids of general formula (I), there may be mentioned in particular 2-acrylamido-2-methylpropane sulfonic acid, methacrylate of 2-sulfoethyl, N-acryloyltaurine and N-methacryloyltaurine.
Parmi les N-monoalkylacrylamides ou méthacrylamides de formule générale (II), on peut citer notamment le N-tertiobutylacrylamide, le N-tertiohexylacrylamide et le N-tertiooctylacrylamide.Among the N-monoalkylacrylamides or methacrylamides of general formula (II), there may be mentioned in particular N-tertiobutylacrylamide, N-tertiohexylacrylamide and N-tertiooctylacrylamide.
Encore plus préférentiellement, on peut citer le produit de la copolymérisation d'un acide amidosulfonique (X=-NH-) dont la chaíne alkylène a de 2 à 4 atomes de carbone, et en particulier, de l'acide acrylamido-2 méthyl-2 propane sulfonique. en une proportion de 40 à 70 % en poids et d'un N-monoalkylacrylamide et en particulier la N-tertiobutylacrylamide. Even more preferably, mention may be made of the product of the copolymerization an amidosulfonic acid (X = -NH-) whose alkylene chain has from 2 to 4 atoms carbon, and in particular, 2-acrylamido-2-methylpropane acid sulfonic acid. in a proportion of 40 to 70% by weight and of an N-monoalkylacrylamide and in particular N-tertiobutylacrylamide.
Ces copolymères peuvent également se présenter sous forme de ter- ou tétra-polymères.These copolymers can also be in the form of ter- or tetra-polymers.
Selon cette forme de réalisation, les comonomères susceptibles de constituer les
autres unités répétitives du copolymère, peuvent être choisis parmi :
- R4 représente un atome d'hydrogène ou un radical -CH3,
- R5 représente un radical alkyle, linéaire ou ramifié, ayant de 1 à 4 atomes de carbone.
- R6 représente un atome d'hydrogène ou le radical -CH3,
- R7 et R8, identiques ou différents, représentent un atome d'hydrogène ou
un radical alkyle ayant de 1 à 4 atomes de carbone, ou R7 représente un atome
d'hydrogène et R8 représente le radical :
- R 4 represents a hydrogen atom or a -CH 3 radical,
- R 5 represents an alkyl radical, linear or branched, having from 1 to 4 carbon atoms.
- R 6 represents a hydrogen atom or the radical -CH 3 ,
- R 7 and R 8 , identical or different, represent a hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms, or R 7 represents a hydrogen atom and R 8 represents the radical:
Parmi les acrylamides et méthacrylamides de formule (IV), on peut citer notamment le diméthyl-oxo-3-butyl-acrylamide, le N,N-diméthylacrylamide et le N, N-diéthylacrylamide. On préfère utiliser le diméthyl-oxo-3-butyl-acrylamide en une proportion de 3 à 25 %.Among the acrylamides and methacrylamides of formula (IV), there may be mentioned in particular dimethyl-oxo-3-butyl-acrylamide, N, N-dimethylacrylamide and N, N-diethylacrylamide. We prefer to use dimethyl-oxo-3-butyl-acrylamide in a proportion of 3 to 25%.
Parmi les copolymères encore plus particulièrement préférés, on peut notamment mentionner ceux comportant des unités répétitives dérivant de la copolymérisation des composés suivants :
- acide acrylamido-2 méthyl-2 propane sulfonique (62 %)/N-tertiobutylacrylamide (38 %),
- acide acrylamido-2 méthyl-2 propane sulfonique (40 %)/N-tertiobutylacrylamide (20 %)/acrylate d'éthyle (15 %)/diméthyl-oxo-3-butylacrylamide (25 %),
- acide acrylamido-2 méthyl-2 propane sulfonique (60 %)/N-tertiobutylacrylamide (20 %)/diméthyl-oxo-3-butylacrylamide (20 %),
- acide acrylamido-2 méthyl-2 propane sulfonique (60 %)/N-tertiobutylacrylamide (25 %)/acrylate d'éthyle (15 %), et
- acide acrylamido-2 méthyl-2 propane sulfonique (60 %)/N-tertiobutylacrylamide (25 %)/acrylate de méthyle (15 %).
- 2-acrylamido-2-methylpropane sulfonic acid (62%) / N-tert-butylacrylamide (38%),
- 2-acrylamido-2-methylpropane sulfonic acid (40%) / N-tert-butylacrylamide (20%) / ethyl acrylate (15%) / dimethyl-oxo-3-butylacrylamide (25%),
- 2-acrylamido-2-methylpropane sulfonic acid (60%) / N-tert-butylacrylamide (20%) / dimethyl-oxo-3-butylacrylamide (20%),
- 2-acrylamido-2-methylpropane sulfonic acid (60%) / N-tert-butylacrylamide (25%) / ethyl acrylate (15%), and
- 2-acrylamido-2-methylpropane sulfonic acid (60%) / N-tert-butylacrylamide (25%) / methyl acrylate (15%).
Selon un autre mode de réalisation particulier de l'invention, le polymère
anionique est un polymère à fonction acide carboxylique tel que décrit dans
FR 2439798 et ayant la formule générale suivante :
- R, R' et R", identiques ou différents, représentent un atome d'hydrogène ou un radical méthyle,
- m, n et t sont 1 ou 2,
- R1 représente un radical alkyle, linéaire ou ramifié, saturé ou insaturé ayant de 2 à 21 atomes de carbone,
- Z représente un radical divalent pris dans le groupe constitué par : -CH2-, -CH2-O-CH2- et -CH2-O-(CH2)2-,
- Cyc représente un radical choisi parmi :
- (i) un radical de formule :
- (ii) un radical de formule
dans laquelle :
- R2 représente un atome d'hydrogène ou un radical méthyle, et p est 1 ou 2.
- (iii) un radical de formule :
dans laquelle :
- R3 représente un atome d'hydrogène, un radical méthyle, éthyle, t-butyle, éthoxy, butoxy ou dodécyloxy,
- R4 représente un atome d'hydrogène, un radical alkyle de 1 à 4 atomes de carbone ou un radical alkoxy de 1 à 4 atomes de carbone,
- (iv) un radical de formule :
- v représente de 10 à 91 % et de préférence de 36 à 84 % en poids.
- w représente de 3 à 20 % et de préférence de 6 à 12 % en poids,
- x représente de 4 à 60 % et de préférence de 6 à 40 % en poids.
- y représente de 0 à 40 % et de préférence de 4 à 30 % en poids,
- v + w + x + y étant égal à 100 %.
- R, R 'and R ", identical or different, represent a hydrogen atom or a methyl radical,
- m, n and t are 1 or 2,
- R 1 represents an alkyl radical, linear or branched, saturated or unsaturated having from 2 to 21 carbon atoms,
- Z represents a divalent radical taken from the group consisting of: -CH 2 -, -CH 2 -O-CH 2 - and -CH 2 -O- (CH 2 ) 2 -,
- Cyc represents a radical chosen from:
- (i) a radical of formula:
- (ii) a radical of formula in which :
- R 2 represents a hydrogen atom or a methyl radical, and p is 1 or 2.
- (iii) a radical of formula: in which :
- R 3 represents a hydrogen atom, a methyl, ethyl, t-butyl, ethoxy, butoxy or dodecyloxy radical,
- R 4 represents a hydrogen atom, an alkyl radical of 1 to 4 carbon atoms or an alkoxy radical of 1 to 4 carbon atoms,
- (iv) a radical of formula:
- v represents from 10 to 91% and preferably from 36 to 84% by weight.
- w represents from 3 to 20% and preferably from 6 to 12% by weight,
- x represents from 4 to 60% and preferably from 6 to 40% by weight.
- y represents from 0 to 40% and preferably from 4 to 30% by weight,
- v + w + x + y being equal to 100%.
Parmi ces composés, on préfère plus particulièrement utiliser un terpolymère acétate de vinyle / tertio-butylbenzoate de vinyle / acide crotonique.Among these compounds, it is more particularly preferred to use a terpolymer vinyl acetate / vinyl tert-butyl benzoate / crotonic acid.
Selon un autre mode de réalisation particulier le polymère anionique est un copolymère vinylpyrrolidone / acide (méth)acrylique comprenant éventuellement d'autres comonomères tels que les acrylates ou méthacrylates d'alkyle.According to another particular embodiment, the anionic polymer is a vinylpyrrolidone / (meth) acrylic acid copolymer optionally comprising other comonomers such as alkyl acrylates or methacrylates.
On peut citer comme exemples les copolymères suivants:
- vinylpyrrolidone / acide acrylique comme les composés vendus sous les dénominations ACRYLIDONE ACP 1033, 1001, 1042 par I.S.P.,
- vinylpyrrolidone / acide méthacrylique / acrylate de t-butyle vendu sous les appellations LUVIFLEX VBM 35 et LUVIFLEX VBM 70 par BASF.
- vinylpyrrolidone / acide acrylique / méthacrylate de lauryle vendu sous la dénomination ACP-1135 par I.S.P.
- vinylpyrrolidone / acrylic acid such as the compounds sold under the names ACRYLIDONE ACP 1033, 1001, 1042 by ISP,
- vinylpyrrolidone / methacrylic acid / t-butyl acrylate sold under the names LUVIFLEX VBM 35 and LUVIFLEX VBM 70 by BASF.
- vinylpyrrolidone / acrylic acid / lauryl methacrylate sold under the name ACP-1135 by ISP
Selon un autre mode de réalisation particulier de l'invention le polymère anionique est un copolymère acide acrylique/N.N-diméthylacrylamide /- méthacrylate d'éthyle/N-tertiobutylacrylamide.According to another particular embodiment of the invention, the polymer anionic is an acrylic acid / N.N-dimethylacrylamide / - copolymer ethyl methacrylate / N-tert-butylacrylamide.
Les polymères anioniques utilisés dans le cadre de la présente invention peuvent se présenter dans les compositions finales soit dans un état solubilisé soit encore dans un état dispersé, par exemple sous la forme de latex et/ou de pseudolatex.The anionic polymers used in the context of the present invention can be present in the final compositions either in a solubilized state either still in a dispersed state, for example in the form of latex and / or pseudolatex.
Les copolymères blocs linéaires polysiloxane-polyoxyalkylène utilisés dans le
cadre de la présente invention ont de préférence la formule générale suivante :
- R et R' identiques ou différents, représentent un radical hydrocarboné monovalent ne contenant pas d'insaturation aliphatique,
- n est un nombre entier compris entre 2 et 4,
- a est un nombre entier supérieur ou égal à 5,
- b est un nombre entier supérieur ou égal à 4,
- c est un nombre entier supérieur ou égal à 4,
- Y représente un groupe organique divalent qui est lié à l'atome de silicium adjacent par une liaison carbone-silicium et à un bloc polyoxyalkylène par un atome d'oxygène,
- le poids moléculaire moyen de chaque bloc siloxane est compris entre environ 400 et environ 10.000, celui de chaque bloc polyoxyalkylène étant compris entre environ 300 et environ 10.000,
- les blocs siloxane représentent de 10% environ à 90% environ en poids du copolymère bloc,
- le poids moléculaire moyen du copolymère bloc étant d'au moins 3.000.
- R and R ′, which are identical or different, represent a monovalent hydrocarbon radical not containing aliphatic unsaturation,
- n is an integer between 2 and 4,
- a is an integer greater than or equal to 5,
- b is an integer greater than or equal to 4,
- c is an integer greater than or equal to 4,
- Y represents a divalent organic group which is linked to the adjacent silicon atom by a carbon-silicon bond and to a polyoxyalkylene block by an oxygen atom,
- the average molecular weight of each siloxane block is between approximately 400 and approximately 10,000, that of each polyoxyalkylene block being between approximately 300 and approximately 10,000,
- the siloxane blocks represent from approximately 10% to approximately 90% by weight of the block copolymer,
- the average molecular weight of the block copolymer being at least 3,000.
R et R' sont plus préférentiellement choisis parmi le groupe comprenant les radicaux alkyle comme par exemple les radicaux méthyle, ethyle, propyle, butyle, pentyle, hexyle, octyle, decyle, dodecyle, les radicaux aryle comme par exemple phényle, naphtyle, les radicaux aralkyle comme par exemple benzyle, phényléthyle, les radicaux tolyle, xylyle et cyclohexyle.R and R 'are more preferably chosen from the group comprising the alkyl radicals such as, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyle, dodecyle, aryl radicals like by phenyl, naphthyl, aralkyl radicals such as, for example, benzyl, phenylethyl, tolyl, xylyl and cyclohexyl radicals.
Y est de préférence -R"-, -R"-CO-, -R"-NHCO-, -R"-NH-CO-NH-R"'-NHCO. -R"-OCONH-R"'-NHCO-, où R" est un groupe alkylène divalent comme par exemple l'éthylène, le propylène ou le butylène et R"' est un groupe alkylène divalent ou un groupe arylène divalent comme -C6H4-, -C6H4-C6H4-, -C6H4-CH2-C6H4-, -C6H4-CH(CH3)2-C6H4-. Y is preferably -R "-, -R" -CO-, -R "-NHCO-, -R" -NH-CO-NH-R "'- NHCO. -R" -OCONH-R "' - NHCO -, where R "is a divalent alkylene group such as, for example, ethylene, propylene or butylene and R"'is a divalent alkylene group or a divalent arylene group such as -C 6 H 4 -, -C 6 H 4 - C 6 H 4 -, -C 6 H 4 -CH 2 -C 6 H 4 -, -C 6 H 4 -CH (CH 3 ) 2 -C 6 H 4 -.
Encore plus préférentiellement Y représente un radical alkylène divalent, plus particulièrement le radical -CH2-CH2-CH2-.Even more preferably Y represents a divalent alkylene radical, more particularly the radical -CH 2 -CH 2 -CH 2 -.
La préparation des copolymères blocs mis en oeuvre dans le cadre de la présente invention est décrite dans la demande européenne EP 0 492 657 Al.The preparation of the block copolymers used in the context of this invention is described in European application EP 0 492 657 Al.
Les copolymères blocs linéaires polysiloxane-polyoxyalkylène préférés selon
l'invention sont choisis parmi ceux de formule:
Selon un mode de réalisation particulier de l'invention le copolymère bloc est
choisi parmi les copolymères suivants :
Le polymère anionique est de préférence mis en oeuvre en une quantité comprise entre 0,1 et 25% en poids du poids total de la composition. Encore plus préférentiellement, cette quantité est comprise entre 0,5 et 20%.The anionic polymer is preferably used in an amount between 0.1 and 25% by weight of the total weight of the composition. Again more preferably, this amount is between 0.5 and 20%.
En ce qui concerne le copolymère bloc linéaire il est utilisé de préférence en une quantité comprise entre 0,05 et 20% en poids du poids total de la composition. Encore plus préférentiellement, cette quantité est comprise entre 0,1 et 10%.As regards the linear block copolymer, it is preferably used in a amount between 0.05 and 20% by weight of the total weight of the composition. Even more preferably, this amount is between 0.1 and 10%.
Les compositions selon l'invention peuvent se présenter sous forme de gel. d'émulsion (lait ou crème), de lotion aqueuse alcoolique ou hydroalcoolique plus ou moins épaissie de dispersion ou de mousse.The compositions according to the invention can be in the form of a gel. emulsion (milk or cream), aqueous alcoholic or hydroalcoholic lotion plus or less thickened with dispersion or foam.
Elles sont plus particulièrement des lotions de mise en plis. des lotions pour le brushing, des compositions de fixation (laques) et de coiffage. Les lotions peuvent être conditionnées sous diverses formes notamment dans des vaporisateurs, des flacons pompe ou dans des récipients aérosols afin d'assurer une application de la composition sous forme vaporisée ou sous forme de mousse. De telles formes de conditionnement sont indiquées, par exemple. lorsqu'on souhaite obtenir un spray, une laque ou une mousse pour la fixation des cheveux.They are more particularly styling lotions. lotions for the brushing, fixing compositions (lacquers) and styling. Lotions can be packaged in various forms, especially in sprays, pump bottles or aerosol containers to ensure an application of the composition in vaporized form or in the form of foam. Such forms of packaging are indicated, for example. when you want to get a spray, a lacquer or a foam for fixing hair.
Le milieu cosmétiquement acceptable est par exemple constitué par de l'eau, un solvant organique comme par exemple un alcool et leurs mélanges.The cosmetically acceptable medium consists, for example, of water, a organic solvent such as for example an alcohol and mixtures thereof.
Les compositions selon l'invention peuvent en outre contenir les additifs habituellement utilisés en cosmétique.The compositions according to the invention may also contain the additives usually used in cosmetics.
Lorsque la composition selon l'invention est conditionnée sous forme d'aérosol en vue d'obtenir une laque ou une mousse aérosol, elle comprend au moins un agent propulseur qui peut être choisi parmi les hydrocarbures volatils tels que le n-butane, le propane, l'isobutane, le pentane et leurs mélanges, éventuellement avec au moins un hydrocarbure chloré et/ou fluoré.On peut également utiliser en tant qu'agent propulseur le gaz carbonique, le protoxyde d'azote, le diméthylether, l'azote ou l'air comprimé.When the composition according to the invention is packaged in the form of an aerosol in order to obtain an aerosol lacquer or foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n-butane, propane, isobutane, pentane and mixtures thereof, optionally with at least one chlorinated and / or fluorinated hydrocarbon. as a propellant, carbon dioxide, nitrous oxide, dimethylether, nitrogen or compressed air.
L'invention va être maintenant plus complètement illustrée à l'aide des exemples suivants qui ne sauraient être considérés comme la limitant aux modes de réalisation décrits.The invention will now be further illustrated with the aid of the examples. following which should not be considered as limiting it to the modes of realization described.
On prépare une laque aérosol en mélangeant les constituants suivants :
- 10 g. (matière active) du copolymère acétate de vinyle (65%)/acide crotonique (10%)(10%)/tertiobutylbenzoate de vinyle (25%),
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser 100% des fonctions acide du copolymère.
- 3g de copolymère bloc de formule
- éthanol qsp 100g.
- 10 g. (active ingredient) of vinyl acetate (65%) / crotonic acid (10%) (10%) / vinyl tert-butylbenzoate (25%) copolymer,
- the necessary amount of 2-amino-2-methyl-propanol-1 to neutralize 100% of the acid functions of the copolymer.
- 3g of block copolymer of formula
- ethanol qs 100g.
Cette composition est conditionnée dans un bidon aérosol selon le schéma de pressurisation suivant:
- Composition ci-dessus : 40%
- Diméthyléther: 40%
- Pentane : 20%
- Composition above: 40%
- Dimethylether: 40%
- Pentane: 20%
On prépare un spray aérosol en mélangeant les constituants suivants :
- 8 g. (matière active) du copolymère acétate de vinyle (65%)/acide crotonique (10%)/tertiobutylbenzoate de vinyle (25%),
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser 100% des fonctions acide du copolymère,
- 2g de copolymère bloc de formule
- 10g. d'éthanol
- eau qsp 100g.
- 8 g. (active material) of the vinyl acetate (65%) / crotonic acid (10%) / vinyl tert-butylbenzoate (25%) copolymer,
- the necessary amount of 2-amino-2-methyl-propanol-1 to neutralize 100% of the acid functions of the copolymer,
- 2g of block copolymer of formula
- 10g. ethanol
- water qs 100g.
Cette composition est conditionnée selon le schéma de pressurisation suivant :
- composition ci-dessus: 70%
- diméthyléther: 30%.
- above composition: 70%
- dimethyl ether: 30%.
On prépare un spray pour flacon pompe en mélangeant les constituants suivants :
- 8 g. (matière active) du copolymère acétate de vinyle (65%)/acide crotonique (10%)/tertiobutylbenzoate de vinyle (25%),
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser 100% des fonctions acide du copolymère,
- 1,5g de copolymère bloc de formule
- 15g. d'eau
- éthanol qsp 100g.
- 8 g. (active material) of the vinyl acetate (65%) / crotonic acid (10%) / vinyl tert-butylbenzoate (25%) copolymer,
- the necessary amount of 2-amino-2-methyl-propanol-1 to neutralize 100% of the acid functions of the copolymer,
- 1.5g of block copolymer of formula
- 15g. water
- ethanol qs 100g.
On prépare une lotion de mise en forme en mélangeant les constituants suivants :
- 0,5 g (matière active) d'acide polyacrylamidoéthylpropane sulfonique (vendu sous la dénomination COSMEDIA POLYMER HSP 1180 par Henkel,
- 1g de copolymère bloc de formule
- 8,3 g. d'éthanol
- parfums, conservateurs qs,
- Eau qsp 100 g.
- 0.5 g (active material) of polyacrylamidoethylpropane sulfonic acid (sold under the name COSMEDIA POLYMER HSP 1180 by Henkel,
- 1g of block copolymer of formula
- 8.3 g. ethanol
- perfumes, preservatives qs,
- Water qs 100 g.
On prépare une laque aérosol en mélangeant les constituants suivants :
- 8 g. (matière active) du terpolymère vinylpyrrolidone / acide méthacrylique /- acrylate de t-bentyle vendu sous la dénomination LUVIFLEX VBM 35 par BASF
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser à 100 % le LUVIFLEX VBM 35
- 2 g de copolymère bloc de formule
- Ethanol absolu qsp 100 g
- 8 g. (active ingredient) of the vinylpyrrolidone / methacrylic acid / - t-bentyl acrylate terpolymer sold under the name LUVIFLEX VBM 35 by BASF
- the necessary amount of 2-amino-2-methyl-propanol-1 to 100% neutralize LUVIFLEX VBM 35
- 2 g of block copolymer of formula
- Absolute ethanol qs 100 g
Cette composition est conditionnée selon le schéma de pressurisation suivant :
- composition ci-dessus : 37 g %
- diméthylether: 43 g %
- N pentane : 20 g %
- above composition: 37 g%
- dimethylether: 43 g%
- N pentane: 20 g%
On prépare une mousse aérosol en mélangeant les constituants suivants :
- 1,8 g (matière active) du copolymère acide acrylamido-2 méthyl-2 propane sulfonique (62 %) / N-tertiobutylacrylamide (38 %)
- La quantité nécessaire de triéthanolamide pour neutraliser à 100 % le copolymère sulfonique
- 2 g de copolymère bloc de formule
- 20 g d'éthanol absolu
- Eau qsp 100 g
- 1.8 g (active ingredient) of 2-acrylamido-2-methylpropane sulfonic acid (62%) / N-tert-butylacrylamide (38%) copolymer
- The amount of triethanolamide necessary to neutralize the sulfonic copolymer to 100%
- 2 g of block copolymer of formula
- 20 g of absolute ethanol
- Water qs 100 g
Cette composition est conditionnée selon le schéma de pressurisation suivant :
- composition ci-dessus : 90 g %
- mélange butane / propane / isobutane vendu sous la dénomination AEROGAZ 3.2 N par ELF AQUITAINE : 10 g %
- above composition: 90 g%
- butane / propane / isobutane mixture sold under the name AEROGAZ 3.2 N by ELF AQUITAINE: 10 g%
On prépare un gel en mélangeant les constituants suivants :
- 2 g. (matière active) du copolymère acide méthacrylique (50 %) / méthacrylate de méthyle (50 %)
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser à 100 % le copolymère anionique
- 1 g de copolymère bloc de formule
- 2 g. (matière active) d'épaississant acrylique vendu sous la dénomination CARBOPOL 940 par la société GOODRICH
- 40 g d'éthanol absolu
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser 100 % des fonctions acides du copolymère pH = 7,6
- Eau qsp 100 g
- 2 g. (active ingredient) of methacrylic acid (50%) / methyl methacrylate (50%) copolymer
- the necessary amount of 2-amino-2-methyl-propanol-1 to 100% neutralize the anionic copolymer
- 1 g of block copolymer of formula
- 2 g. (active material) of acrylic thickener sold under the name CARBOPOL 940 by the company GOODRICH
- 40 g of absolute ethanol
- the necessary amount of 2-amino-2-methyl-propanol-1 to neutralize 100% of the acid functions of the copolymer pH = 7.6
- Water qs 100 g
On prépare un spray en mélangeant les constituants suivants :
- 8 g. (matière active) du copolymère acide méthacrylique (50 %) / méthacrylate de méthyle (50 %)
- la quantité nécessaire de amino-2 méthyl-2 propanol-1 pour neutraliser 100 % du copolymère anionique
- 2 g de copolymère bloc de formule
- Ethanol absolu qsp 100 g
- 8 g. (active ingredient) of methacrylic acid (50%) / methyl methacrylate (50%) copolymer
- the necessary amount of 2-amino-2-methyl-propanol-1 to neutralize 100% of the anionic copolymer
- 2 g of block copolymer of formula
- Absolute ethanol qs 100 g
L'actif est conditionné dans un flacon pompe.The active ingredient is packaged in a pump bottle.
Claims (18)
- Use of a polysiloxane/polyoxyalkylene linear 'block copolymer as an agent for enhancing the fixing power of a composition for maintaining hairstyle containing an anionic polymer.
- Use according to Claim 1, characterized in that the linear block copolymer corresponds to the general formulaR and R', which may be identical or different, represent a monovalent hydrocarbon radical not containing an aliphatic unsaturation,n is an integer between 2 and 4,a is an integer greater than or equal to 5,b is an integer greater than or equal to 4,c is an integer greater than or equal to 4,Y represents a divalent organic group which is linked to the adjacent silicon atom via a carbon-silicon bond and to a polyoxyalkylene block via an oxygen atom,the average molecular weight of each siloxane block is between approximately 400 and approximately 10,000, that of each polyoxyalkylene block being between approximately 300 and approximately 10,000,the siloxane blocks represent from approximately 10% to approximately 90% by weight of the block copolymer,the average molecular weight of the block copolymer being at least 3,000.
- Use according to Claim 2, characterized in that R and R' are chosen from the group comprising methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, phenyl, naphthyl, benzyl, phenylethyl, tolyl, xylyl and cyclohexyl radicals.
- Use according to either of Claims 2 and 3, characterized in that Y is chosen from the group comprising -R"-, -R"-CO-, -R"-NHCO-, -R"-NH-CONH-R"'-NHCO or -R"-OCONH-R"'-NHCO-, where R" represents an ethylene, propylene or butylene radical and R"' represents a -C6H4-, -C6H4-C6H4-, -C6H4-CH2-C6H4- or -C6H4-CH(CH3)2-C6H4-group.
- Use according to any one of the preceding claims, characterized in that the block copolymer is chosen from those of formula:
- Use according to any one of the preceding claims, characterized in that the block copolymer is chosen from the group comprising the following compounds:[[(CH3)2SiO]41(CH3)2SiCH2CH(CH3)CH2-O(C2H4O)18(C3H6O)33CH2CH(CH3)CH2]16.1[[(CH3)2SiO]31(CH3)2SiCH2CH(CH3)CH2-O(C2H4O)20(C3H6O)29CH2CH(CH3)CH2]13.3[[(CH3)2SiO]9(CH3)2SiCH2CH(CH3)CH2-O(C2H4O)20(C3H6O)29CH2CH(CH3)CH2]26.3[[(CH3)2SiO]16(CH3)2SiCH2CH(CH3)CH2-O(C2H4O)18(C3H6)20CH2CH(CH3)CH2]21.5[[(CH3)2SiO]9(CH3)2SiCH2CH(CH3)CH2-O(C2H4O)5-CH2CH(CH3)CH2]4.8
- Use according to any one of the preceding claims, characterized in that the anionic polymer is chosen from the group of anionic polymers containing a sulphonic group, comprising polystyrenesulphonic acid salts, alkali metal and alkaline-earth metal salts of sulphonic acids derived from lignin, polyacrylamide-sulphonic acid salts, polymers containing salified alkylnaphthalenesulphonic units, polymers containing a vinylsulphonic unit and copolymers resulting from the polymerization of an unsaturated sulphonic acid and an N-monoalkylacrylamide.
- Use according to Claim 7, characterized in that the anionic polymer is the copolymerization product of 2-acrylamido-2-methylpropanesulphonic acid (40 to 70%) and tert-butylacrylamide.
- Use according to any one of Claims 1 to 6, characterized in that the anionic polymer is a polymer containing a carboxylic acid function having the following general formula:in which:R, RN and RO, which may be identical or different, represent a hydrogen atom or a methyl radical,m, n and t are 1 or 2,R1 represents a saturated or unsaturated, linear or branched alkyl radical having from 2 to 21 carbon atoms,Z represents a divalent radical taken from the group consisting of: -CH2-, -CH2-O-CH2- and -CH2-O- (CH2)2-,Cyc represents a radical chosen from:(i) a radical of formula:(ii) a radical of formula:in which:R2 represents a hydrogen atom or a methyl radical, and p is 1 or 2,(iii) a radical of formula:in which:R3 represents a hydrogen atom or a methyl, ethyl, text-butyl, ethoxy, butoxy or dodecyloxy radical and R4 represents a hydrogen atom, an alkyl radical having 1 to 4 carbon atoms or an alkoxy radical having 1 to 4 carbon atoms,and (iv) a radical of formula:v represents from 10 to 91% and preferably from 36 to 84% by weight,w represents from 3 to 20% and preferably from 6 to 12% by weight,x represents from 4 to 60% and preferably from 6 to 40% by weight,and y represents from 0 to 40% and preferably from 4 to 30% by weight,v + w + x + y being equal to 100%.
- Use according to Claim 9, characterized in that the anionic polymer is a vinyl acetate/vinyl tert-butyl-benzoate/crotonic acid terpolymer.
- Use according to any one of Claims 1 to 6, characterized in that the anionic polymer is a vinyl-pyrrolidone/acrylic or methacrylic acid copolymer optionally comprising other comonomers.
- Use according to any one of Claims 1 to 6, characterized in that the anionic polymer is a methacrylic acid/alkyl acrylate or methacrylate copolymer.
- Use according to any one of Claims 1 to 6, characterized in that the anionic polymer is an acrylic acid/N,N-dimethylacrylamide/ethyl methacrylate/N-tert-butylacrylamide copolymer.
- Use according to any one of the preceding claims, characterized in that the anionic polymer is employed in an amount between 0.1 and 25% by weight, and preferably between 0.5 and 20%.
- Use according to any one of the preceding claims, characterized in that the linear block copolymer is used in an amount between 0.05 and 20% by weight, and preferably between 0.1 and 10%.
- Cosmetic composition for maintaining hairstyle, characterized in that it contains, in a cosmetically acceptable carrier, a polysiloxane/polyoxyalkylene linear block copolymer as defined in any one of Claims 1 to 6 and an anionic polymer as defined in any one of Claims 1 and 7 to 12 excluding the following anionic polymers: maleic anhydride/methyl vinyl ether copolymer monoesterified with a lower alcohol, vinyl acetate/crotonic acid copolymer and acrylic acid/acrylic ester/N-alkylacrylamide copolymer.
- Composition according to Claim 16, characterized in that the anionic polymer is employed in an amount between 0.1 and 25% by weight, and preferably between 0.5 and 20%.
- Composition according to Claim 16 or 17, characterized in that the linear block copolymer is used in an amount between 0.05 and 20% by weight, and preferably between 0.1 and 10%.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9309096A FR2707876B1 (en) | 1993-07-23 | 1993-07-23 | Cosmetic compositions for maintaining hairstyles with improved fixing power. |
| FR9309096 | 1993-07-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0635258A1 EP0635258A1 (en) | 1995-01-25 |
| EP0635258B1 true EP0635258B1 (en) | 2002-05-15 |
Family
ID=9449566
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP94401647A Expired - Lifetime EP0635258B1 (en) | 1993-07-23 | 1994-07-19 | Cosmetic compositions with improved fixing power |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5620684A (en) |
| EP (1) | EP0635258B1 (en) |
| JP (1) | JP2629133B2 (en) |
| CN (1) | CN1070357C (en) |
| AT (1) | ATE217513T1 (en) |
| CA (1) | CA2127893C (en) |
| CZ (1) | CZ281802B6 (en) |
| DE (1) | DE69430608T2 (en) |
| ES (1) | ES2176227T3 (en) |
| FR (1) | FR2707876B1 (en) |
| HU (1) | HUT74601A (en) |
| PL (1) | PL312668A1 (en) |
| WO (1) | WO1995003029A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2704771B1 (en) * | 1993-05-07 | 1995-07-13 | Oreal | Use of a terpolymer derived from vinyl lactam as a foaming agent in compositions forming an aerosol foam and composition for use. |
| FR2733910B1 (en) * | 1995-05-12 | 1997-06-27 | Oreal | COMPOSITION IN THE FORM OF AEROSOL FOAM BASED ON POLYURETHANE AND ANIONIC POLYMER |
| FR2739280B1 (en) * | 1995-09-29 | 1997-11-07 | Oreal | COSMETIC COMPOSITION COMPRISING AT LEAST ONE GRAFT SILICONE POLYMER AND AT LEAST ONE POLYSILOXANE-POLYOXYALKYLENE BLOCK COPOLYMER |
| FR2745173B1 (en) * | 1996-02-22 | 1998-04-30 | Oreal | COSMETIC COMPOSITION FOR FIXING AND GLOSS IN AEROSOL AND METHODS |
| FR2745174B1 (en) * | 1996-02-22 | 1998-04-30 | Oreal | COSMETIC COMPOSITION FOR FIXING AND GLOSS |
| US5840280A (en) * | 1996-05-30 | 1998-11-24 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Silicone copolyol formulated hairspray compositions |
| FR2751221B1 (en) * | 1996-07-17 | 1998-09-04 | Oreal | PRESSURIZED COMPOSITION BASED ON FIXING POLYMER, SOLVENT AND OXYALKYLENATED SILICONE, AND RESULTING FOAM |
| FR2758334B1 (en) * | 1997-01-14 | 1999-05-21 | Oreal | THICK AQUEOUS COMPOSITION COMPRISING AN AMPHIPHILIC POLYMER AND A POLYOXYALKYLENE SILICONE AND USE IN COSMETICS |
| NL1005445C2 (en) * | 1997-03-05 | 1998-09-21 | Gho St Holding B V | Method of multiplying hair. |
| US6113883A (en) * | 1997-04-25 | 2000-09-05 | The Procter & Gamble Company | Hair styling compositions comprising silicone-containing copolymers |
| US6074628A (en) * | 1997-04-25 | 2000-06-13 | Procter & Gamble | Hairspray compositions containing silicon block copolymers |
| US6136296A (en) * | 1997-04-25 | 2000-10-24 | The Procter & Gamble Company | Personal care compositions |
| FR2779639B1 (en) | 1998-06-15 | 2000-08-04 | Oreal | COSMETIC COMPOSITION CONTAINING A POLYORGANOSILOXANE AND AN ACRYLIC TERPOLYMER AND USE OF THIS COMPOSITION FOR THE TREATMENT OF KERATINIC MATERIALS |
| BR9906524A (en) | 1998-06-15 | 2000-07-25 | Lubrizol Corp | Composition comprising an aqueous composition or dispersion containing synthetic water-soluble or dispersible polymer, the resulting compositions and methods for their use |
| US6344517B1 (en) | 1998-06-15 | 2002-02-05 | The Lubrizol Corporation | Method of using an aqueous composition containing a water-soluble or water-dispersible synthetic polymer and aqueous metal working fluid compositions formed thereof |
| FR2840214B1 (en) * | 2002-05-31 | 2005-06-24 | Oreal | TWO-COMPARTMENT DEVICE COMPRISING AT LEAST ONE AMPHIPHILE SEQUENCE LINEAR POLYMER |
| US20040033203A1 (en) * | 2002-05-31 | 2004-02-19 | L'oreal | Two-compartment device comprising at least one amphiphilic linear block polymer |
| WO2004058198A1 (en) * | 2002-12-26 | 2004-07-15 | Dow Corning Toray Co., Ltd. | Hair care composition |
| US20070243241A1 (en) * | 2004-04-20 | 2007-10-18 | Shaow Lin | Silicone Vesicles Containing Actives |
| EP1745087B1 (en) | 2004-04-20 | 2009-06-24 | Dow Corning Corporation | Aqueous dispersions of silicone polyether block copolymers |
| WO2005102006A1 (en) * | 2004-04-20 | 2005-11-03 | Dow Corning Corporation | Vesicles of high molecular weight silicone polyethers |
| DE602005002554T3 (en) * | 2005-06-14 | 2016-12-22 | Kao Germany Gmbh | Cosmetic composition |
| WO2007053424A2 (en) * | 2005-11-01 | 2007-05-10 | Dow Corning Corporation | Silicone vesicles containing actives |
| EP1988869A1 (en) * | 2006-02-28 | 2008-11-12 | Dow Corning Corporation | Silicone vesicles containing actives |
| DE102006056305A1 (en) * | 2006-11-29 | 2008-06-05 | Evonik Goldschmidt Gmbh | Polyoxyalkylene-polysiloxane block polymers, a process for their preparation and their use as defoamers in aqueous dispersions |
| US8044111B2 (en) * | 2007-11-30 | 2011-10-25 | Novartis Ag | Actinically-crosslinkable silicone-containing block copolymers |
| TWI522395B (en) | 2010-07-30 | 2016-02-21 | 諾華公司 | Amphiphilic polysiloxane prepolymers and uses thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2961431A (en) * | 1958-12-04 | 1960-11-22 | Hercules Powder Co Ltd | Copolymer of sodium ethylenesulfonate and nu-vinylpyrrolidone |
| GB1424002A (en) * | 1972-05-26 | 1976-02-04 | Unilever Ltd | Hair preparations |
| JPS536214B2 (en) * | 1972-08-24 | 1978-03-06 | ||
| DE2340590C3 (en) * | 1972-09-13 | 1980-07-10 | National Starch And Chemical Corp., New York, N.Y. (V.St.A.) | Hair setting agent and use thereof for setting hair |
| US4138477A (en) * | 1976-05-28 | 1979-02-06 | Colgate Palmolive Company | Composition to control mouth odor |
| US4128631A (en) * | 1977-02-16 | 1978-12-05 | General Mills Chemicals, Inc. | Method of imparting lubricity to keratinous substrates and mucous membranes |
| FR2439798A1 (en) * | 1978-10-27 | 1980-05-23 | Oreal | NEW COPOLYMERS FOR USE IN COSMETICS, IN PARTICULAR IN HAIR LACQUERS AND LOTIONS |
| US4859458A (en) | 1981-09-15 | 1989-08-22 | Morton Thiokol, Inc. | Hair conditioning polymers containing alkoxylated nitrogen salts of sulfonic acid |
| LU85067A1 (en) * | 1983-10-28 | 1985-06-19 | Oreal | COMPOSITION AND METHOD FOR TREATING KERATINIC MATERIALS WITH AT LEAST ONE ANIONIC POLYMER AND AT LEAST ONE QUATERNIZED PROTEIN |
| US4983418A (en) * | 1989-10-31 | 1991-01-08 | The Procter & Gamble Company | Silicone hairspray compositions |
| FR2658417B1 (en) * | 1990-02-16 | 1992-05-07 | Oreal | HAIR AEROSOL LACQUER CONTAINING A TETRAPOLYMER OF ACRYLIC ACID, N, N-DIMETHYLACRYLAMIDE, N-TERTIOBUTYLACRYLAMIDE AND ETHYL METHACRYLATE AND A NON-HALOGEN PROPELLANT GAS. |
| US5472686A (en) * | 1990-12-28 | 1995-12-05 | Nippon Unicar Company Limited | Cosmetic formulations |
| JP3061434B2 (en) * | 1990-05-07 | 2000-07-10 | 日本ユニカー株式会社 | Hair cosmetics |
| JPH0558848A (en) * | 1991-09-02 | 1993-03-09 | Kao Corp | Emulsified hair cosmetic |
| JPH05124936A (en) * | 1991-11-01 | 1993-05-21 | Kao Corp | Hair cosmetic |
| JPH06100418A (en) * | 1992-09-18 | 1994-04-12 | Kao Corp | Hair cosmetic |
-
1993
- 1993-07-23 FR FR9309096A patent/FR2707876B1/en not_active Expired - Fee Related
-
1994
- 1994-07-13 CA CA002127893A patent/CA2127893C/en not_active Expired - Fee Related
- 1994-07-19 HU HU9600137A patent/HUT74601A/en unknown
- 1994-07-19 WO PCT/FR1994/000897 patent/WO1995003029A1/en not_active Application Discontinuation
- 1994-07-19 ES ES94401647T patent/ES2176227T3/en not_active Expired - Lifetime
- 1994-07-19 CN CN94192859A patent/CN1070357C/en not_active Expired - Fee Related
- 1994-07-19 AT AT94401647T patent/ATE217513T1/en not_active IP Right Cessation
- 1994-07-19 CZ CZ953086A patent/CZ281802B6/en unknown
- 1994-07-19 DE DE69430608T patent/DE69430608T2/en not_active Expired - Fee Related
- 1994-07-19 EP EP94401647A patent/EP0635258B1/en not_active Expired - Lifetime
- 1994-07-19 PL PL94312668A patent/PL312668A1/en unknown
- 1994-07-21 JP JP6169382A patent/JP2629133B2/en not_active Expired - Fee Related
-
1996
- 1996-04-29 US US08/636,270 patent/US5620684A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CZ281802B6 (en) | 1997-02-12 |
| DE69430608D1 (en) | 2002-06-20 |
| CA2127893A1 (en) | 1995-01-24 |
| FR2707876A1 (en) | 1995-01-27 |
| DE69430608T2 (en) | 2002-08-29 |
| US5620684A (en) | 1997-04-15 |
| CZ308695A3 (en) | 1996-05-15 |
| CN1127468A (en) | 1996-07-24 |
| PL312668A1 (en) | 1996-04-29 |
| EP0635258A1 (en) | 1995-01-25 |
| HUT74601A (en) | 1997-01-28 |
| FR2707876B1 (en) | 1995-09-08 |
| JPH0789830A (en) | 1995-04-04 |
| CN1070357C (en) | 2001-09-05 |
| ATE217513T1 (en) | 2002-06-15 |
| JP2629133B2 (en) | 1997-07-09 |
| HU9600137D0 (en) | 1996-03-28 |
| ES2176227T3 (en) | 2002-12-01 |
| WO1995003029A1 (en) | 1995-02-02 |
| CA2127893C (en) | 1999-11-02 |
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